%0 Journal Article
%T Synthesis, Reactions and Antimicrobial Activities of 8-Ethoxycoumarin Derivatives
%A Hany M. Mohamed
%A Ashraf H. F. Abd El-Wahab
%A Kamal A. Ahmed
%A Ahmed M. El-Agrody
%A Ahmed H. Bedair
%A Fathy A. Eid
%A Mostafa M. Khafagy
%J Molecules
%D 2012
%I MDPI AG
%R 10.3390/molecules17010971
%X Condensation of 3-acetyl-8-ethoxycoumarin (3) with thiosemicarbazide gave ethylidenehydrazinecarbothioamide 5, which was transformed into the thiazolidin-4-one derivatives 6,7. Interaction of 3 with DMF/POCl3 gave b-chloroacroline derivative 8. Treatment of 3 with malononitrile gave benzo[c]chromone and 2-aminobenzonitrile derivatives 9 and 10, respectively with respect to the reaction conditions. Condensation of 3-(2-bromoacetyl)-8-ethoxycoumarin (4) with o-phenylenediamine gave 3-(quioxaline-2-yl)-8-ethoxycoumarin hydrobromide (11), while 4 reacted with 2-aminopyridine to give chromenopyridopyrimidine derivative 12. Condensation of 4 with potassium thio-cyanate/methanol gave an unexpected derivative, 2H-chromeno-3-carboxy(methyl-carbonimidic)thioanhydride 16, which upon treatment with (NH2)2¡¤H2O gave 3-ethoxy-2-hydroxybenzaldehyde azine 19. Interaction of 4 with thiourea derivatives gave thiazole derivatives 20a¨Cc. The structures of the newly synthesized compounds were confirmed by their spectra data. The newly synthesized compounds were also screened for their antimicrobial activity.
%K 3-acetyl-8-ethoxycoumarin
%K bromination
%K active methylene
%K thiazole derivatives
%K thiosemicarbazide
%K KSCN
%K antimicrobial activities
%U http://www.mdpi.com/1420-3049/17/1/971